tert-butyl 4-(4-((4-(2-(4-carbamoylpyridin-2-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-(4-((4-(2-(4-carbamoylpyridin-2-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate
• CAS No.: 1393901-71-7
• Molecular Formula: C₂₉H₃₃F₃N₆O₃
• Molecular Weight: 570.615
• Mol file: 1393901-71-7.mol

Synonyms:tert-butyl 4-(4-((4-(2-(4-carbamoylpyridin-2-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate

Chemical Property of tert-butyl 4-(4-((4-(2-(4-carbamoylpyridin-2-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-(4-((4-(2-(4-carbamoylpyridin-2-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate

There total 13 articles about tert-butyl 4-(4-((4-(2-(4-carbamoylpyridin-2-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 50.0%

methyl 2-(2-(2-((4-(1-(tert-butoxycarbonyl)piperidin-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)isonicotinate (1393901-70-6) → tert-butyl 4-(4-((4-(2-(4-carbamoylpyridin-2-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate (1393901-71-7)

Guidance literature:

methyl 2-(2-(2-((4-(1-(tert-butoxycarbonyl)piperidin-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)isonicotinate; With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃; for 4h;

With ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

C29H31F3N5O4(1-)*Li(1+) → tert-butyl 4-(4-((4-(2-(4-carbamoylpyridin-2-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate (1393901-71-7)

Guidance literature:

With ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-49-1) → tert-butyl 4-(4-((4-(2-(4-carbamoylpyridin-2-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate (1393901-71-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 4 h / 85 - 90 °C

2.1: hydrogen / palladium 10% on activated carbon / N,N-dimethyl-formamide; ethanol / 24 h / 20 °C

3.1: zinc(II) chloride / 1,2-dichloro-ethane; tert-butyl alcohol / 1 h / 0 °C / Inert atmosphere

3.2: 24.5 h / 0 - 20 °C

4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride / 1,4-dioxane / 16 h / 90 °C / Inert atmosphere

5.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h

6.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 4 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine; ammonium chloride; HATU / N,N-dimethyl-formamide / 20 °C

With lithium hydroxide monohydrate; water; hydrogen; sodium carbonate; ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; lithium chloride; zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; lithium chloride; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;

upstream raw materials:

2-bromonicotinic acid methyl ester

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

tert-butyl 4-(4-aminophenyl)piperidin-1-carboxylate

tert-butyl 4-(4-nitrophenyl)-3,6-dihydro-1(2H)-pyridinecarboxylate

Downstream raw materials:

2-(2-(2-((4-(piperidin-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)isonicotinamide

2-(2-(2-((4-(1-methylpiperidin-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)isonicotinamide

Refernces

• 1、 -. "FAK INHIBITORS". . . Retrieved 2012/09/10.